There are 10 ways to get from Waterbury to Annapolis by train (Amtrak), bus (Flixbus), car, bus, plane, train, or subway
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train
best- Take the train from Waterbury to Bridgeporttrain
- Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Take the train from Ny Moynihan Train Hall At Penn Station to Baltimore Penn Stationtrain
8h 22m$75–189Bus
cheapest- Take the bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Parkbus 928
- Take the bus from Hartford Union Station to New Yorkbus
- Take the bus from New York to Annapolisbus
9h 30m$52–91Drive 291.9 mi
- Drive from Waterbury to Annapoliscar 291.9 mi
5h 43m$54–77Bus to Bradley International Airport, fly to Baltimore-Washington International Airport, bus
- Take the bus from W Main St @ Leavenworth St to Central Row South Side @ Travelersbus
- Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane BDL - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus
6h 41m$69–437Train, bus
- Take the train from Waterbury to Bridgeporttrain
- Take the train from Bridgeport Amtrak Station to Baltimore Penn Stationtrain
- Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus 70
8h 57m$80–175Train, bus via New York
- Take the train from Waterbury to Bridgeporttrain
- Take the train from Bridgeport to Grand Central Terminaltrain
- Take the bus from New York to Baltimorebus
- Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus 70
10h 30m$83–163Bus to Bradley International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the bus from W Main St @ Leavenworth St to Central Row South Side @ Travelersbus
- Fly from Bradley International Airport (BDL) to Ronald Reagan Washington National Airport (DCA)plane BDL - DCA
- Take the bus from Washington Union Station to Annapolisbus
6h 29m$86–573Bus to Bradley International Airport, fly to Washington Dulles International Airport, subway, bus
- Take the bus from W Main St @ Leavenworth St to Central Row South Side @ Travelersbus
- Fly from Bradley International Airport (BDL) to Washington Dulles International Airport (IAD)plane BDL - IAD
- Take the subway from Washington Dulles International Airport, Silver Line Center Platform to Farragut West, Blue/Orange/Silver Line Track 1 Platformsubway
- Take the bus from Washington Union Station to Annapolisbus
7h 7m$66–382Train to Westchester County Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Waterbury to Bridgeporttrain
- Fly from Westchester County Airport (HPN) to Ronald Reagan Washington National Airport (DCA)plane HPN - DCA
- Take the bus from Washington Union Station to Annapolisbus
8h 45m$129–802Line 229 bus to Tweed-New Haven Airport, fly to Baltimore-Washington International Airport, bus
- Take the bus from W Main St @ Leavenworth St to Temple St @ New Haven Greenbus
- Fly from Tweed-New Haven Airport (HVN) to Baltimore-Washington International Airport (BWI)plane HVN - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus
6h 45m$94–835
Waterbury to Annapolis by train, foot, tram, and bus
Questions & Answers
The cheapest way to get from Waterbury to Annapolis is to bus which costs $50 - $95 and takes 9h 30m.
The fastest way to get from Waterbury to Annapolis is to drive which takes 5h 43m and costs $50 - $80.
No, there is no direct bus from Waterbury to Annapolis. However, there are services departing from W Main St @ Leavenworth St and arriving at Annapolis via Hartford Union Station and New York. The journey, including transfers, takes approximately 9h 30m.
No, there is no direct train from Waterbury to Annapolis. However, there are services departing from Waterbury and arriving at Glen Burnie via Bridgeport Amtrak Station, Ny Moynihan Train Hall At Penn Station and Mt. Royal / MICA. The journey, including transfers, takes approximately 8h 22m.
The distance between Waterbury and Annapolis is 309 miles. The road distance is 293.6 miles.
The best way to get from Waterbury to Annapolis without a car is to train which takes 8h 22m and costs $75 - $190.
It takes approximately 8h 22m to get from Waterbury to Annapolis, including transfers.
Waterbury to Annapolis bus services, operated by CT Transit, depart from W Main St @ Leavenworth St station.
Waterbury to Annapolis train services, operated by Metro-North Railroad (MNR), depart from Waterbury station.
The best way to get from Waterbury to Annapolis is to train which takes 8h 22m and costs $75 - $190. Alternatively, you can bus, which costs $50 - $95 and takes 9h 30m.
What companies run services between Waterbury, CT, USA and Annapolis, MD, USA?
You can take a train from Waterbury to West St & Church Cir via Bridgeport, Bridgeport Amtrak Station, Ny Moynihan Train Hall At Penn Station, Baltimore Penn Station, Mt. Royal / MICA, Glen Burnie, and Cromwell Light Rail Station Bay 2 in around 8h 22m. Alternatively, you can take a bus from W Main St @ Leavenworth St to Annapolis via Asylum St @ Bushnell Park, Hartford Union Station, and New York in around 9h 30m.
- Website
- southwest.com
Flights from Bradley International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $60–400
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
Train from Bridgeport to Grand Central Terminal
- Ave. Duration
- 1h 41m
- Frequency
- Every 15 minutes
- Estimated price
- $15–24
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $15–18
- Peak
- $22–24
Train from Waterbury to Bridgeport
- Ave. Duration
- 52 min
- Frequency
- Hourly
- Estimated price
- $11–18
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $11–13
- Peak
- $15–18
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from W Main St @ Leavenworth St to Asylum St @ Bushnell Park
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from W Main St @ Leavenworth St to Central Row South Side @ Travelers
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
Bus from W Main St @ Leavenworth St to Central Row South Side @ Travelers
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
Bus from W Main St @ Leavenworth St to Central Row South Side @ Travelers
- Ave. Duration
- 1h 3m
- Frequency
- Hourly
- Estimated price
- $2–6
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–6
Bus from W Main St @ Leavenworth St to Temple St @ New Haven Green
- Ave. Duration
- 1h 6m
- Frequency
- Hourly
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
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More Questions & Answers
Waterbury to Annapolis bus services, operated by CT Transit, arrive at Asylum St @ Bushnell Park station.
Waterbury to Annapolis train services, operated by Metro-North Railroad (MNR), arrive at Bridgeport station.
Yes, the driving distance between Waterbury to Annapolis is 294 miles. It takes approximately 5h 43m to drive from Waterbury to Annapolis.
There are 178+ hotels available in Annapolis.


